基本情報
- CAS
18457-55-1- 標準SMILES
C=C(C)C1CC=C(CO)CC1- InChIKey
NDTYTMIUWGWIMO-UHFFFAOYSA-N- 分子式
- C10H16O
- 平均分子量
- 152.23 g/mol
- 単同位体質量
- 152.12011513
概要
Perillyl alcohol is a limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender. It has a role as a volatile oil component and a plant metabolite.
名称と識別子
- 優先名称
- Perillyl Alcohol
- IUPAC
- (4-prop-1-en-2-ylcyclohexen-1-yl)methanol
- 現地名
- 4β-イソプロペニルシクロヘキセン-1-メタノール
- 英語名
- (-)-PERILLYL ALCOHOL
- 分子式
- C10H16O
- 分子量
- 152.23
名称と別名
PERILLYL ALCOHOL536-59-4PerillolIsocarveolp-Mentha-1,8-dien-7-olHydrocumin alcohol1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-Iso-carveolDihydrocuminic alcoholDihydrocuminyl alcohol4-(1-Methylethenyl)-1-cyclohexene-1-methanol4-Isopropenyl-1-cyclohexene carbinol
名称をさらに表示
(S)-4-(1-メチルエテニル)-1-シクロヘキセン-1-メタノール(4S)-4-イソプロペニル-1-シクロヘキセン-1-メタノール(S)-4β-(1-メチルエテニル)-1-シクロヘキセン-1-メタノール(S)-4β-イソプロペニル-1-シクロヘキセン-1-メタノール(S)-(-)-(4-イソプロペニル-1-シクロヘキセニル)メタノール(S)-4-(1-メチルビニル)-1-シクロヘキセン-1-メタノール(-)-ペリラアルコール4β-(1-メチルエテニル)-1-シクロヘキセン-1-メタノール4β-(1-メチルエテニル)-シクロヘキセン-1-メタノール(4S)-4-(1-メチルエテニル)-1-シクロヘキセン-1-メタノール(4S)-p-メンタ-1,8-ジエン-7-オール(-)-ペリリルアルコール(S)-p-メンタ-1,8(9)-ジエン-7-オール(S)-ペリリルアルコール4β-イソプロペニルシクロヘキセン-1-メタノールl-ペリリルアルコールS(-)-ペリリルアルコール[S,(-)]-4-(1-メチルエテニル)-1-シクロヘキセン-1-メタノール
物性
構造計算による物性
- XLogP
- 2.1
- 極性表面積
- 20.2 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 1
- 回転可能結合数
- 2
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 179
実験および物理化学的性質
FragrancesFragrance Ingredient (p-Mentha-1,8-dien-7-ol) -> IFRA transparency List
LogP3.17
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.956-0.963
Flavoring AgentsEU Flavoring substances
Solubility
Slightly soluble in water; soluble in alcohols and oils
Miscible at room temperature (in ethanol)
Boiling Point119 °C (11 mm Hg)
Melting Point244 °C
Refractive Index1.495-1.505
Physical Description
Solid
Colourless to pale-yellow, dense, oily liquid; characteristic odour similar to linalool and terpineol
物理化学的性質
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1574 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-: Human health tier II assessment
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
安全データ
- F
- 10
- wgk
- 3
- rtecs
- OS8395000
- risk_code
- 37/38-41-36/37/38
- hazard_code
- Xi
- safety_code
- 26-39-36
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 10 - Combustible liquids
化学と産業
薬理情報
Metabolism/MetabolitesLimonen-10-ol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(4-prop-1-en-2-ylcyclohexen-1-yl)methoxy]oxane-2-carboxylic acid.
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Tissue LocationsPancreas
Cellular LocationsCytoplasm
用途と製造
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-: ACTIVE
応用分野
用途有機合成原料。
説明(–)-Perillyl alcohol is a monoterpene alcohol that has been found in lavender essential oil and has diverse biological activities. It reduces production of hydroperoxidienes and thiobarbituric acid reactive substances (TBARS) in vitro in a concentration-dependent manner. (–)-Perillyl alcohol inhibits PANC-1 pancreatic carcinoma cell and H-Ras-transformed fibroblast growth when used at a concentration of 1 mM. It also inhibits the growth of P. aeruginosa, E. coli, S. aureus, and C. albicans (MICs = 480-2,900 ppm).
関連反応
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化合物ノート
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